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Issue 23, 2015
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Rhodium(II)-catalysed intramolecular C–H insertion α- to oxygen: reactivity, selectivity and applications to natural product synthesis

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Abstract

The selective functionalisation of C–H bonds is a powerful strategy for the construction of organic molecules and the Rh(II)-catalysed C–H insertion reaction is a particularly robust and useful tool for this purpose. This review discusses the insertion of Rh(II) carbenes into C–H bonds that are activated by α-oxygen substituents, focusing on the trends that have been observed in reactivity and selectivity, and the applications of this reaction to the total synthesis of complex natural products.

Graphical abstract: Rhodium(ii)-catalysed intramolecular C–H insertion α- to oxygen: reactivity, selectivity and applications to natural product synthesis

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Publication details

The article was received on 13 Feb 2015, accepted on 13 Apr 2015 and first published on 12 May 2015


Article type: Review Article
DOI: 10.1039/C5OB00311C
Author version available: Download Author version (PDF)
Citation: Org. Biomol. Chem., 2015,13, 6419-6431
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    Rhodium(II)-catalysed intramolecular C–H insertion α- to oxygen: reactivity, selectivity and applications to natural product synthesis

    F. J. Lombard and M. J. Coster, Org. Biomol. Chem., 2015, 13, 6419
    DOI: 10.1039/C5OB00311C

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